Stephentown house rentals
We found 225 house rentals — enter your dates for availability
Explore Stephentown house rentals
A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.
Sleeps 8 · 4 bedrooms · 2 bathrooms
Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room
Sleeps 40 · 13 bedrooms · 12+ bathrooms
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
Sleeps 8 · 3 bedrooms · 1+ bathroom
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Sleeps 8 · 3 bedrooms · 2 bathrooms
Farm House in Mt. Meadow
Sleeps 6 · 2 bedrooms · 2 bathrooms
Dadzpad Cabin in Stephentown
Sleeps 4 · 2 bedrooms · 2 bathrooms
Find spaces that suit your style
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value